Synthesis and interfacial properties of sophorolipid derivatives

Lei Zhang; P. Somasundaran; Sanjay K. Singh; Arthur P. Felse; Richard Gross

doi:10.1016/j.colsurfa.2004.02.016

Synthesis and interfacial properties of sophorolipid derivatives

Lei Zhang, P. Somasundaran^*, Sanjay K. Singh, Arthur P. Felse, Richard Gross

^*Corresponding author for this work

Chemical and Biological Engineering

Research output: Contribution to journal › Article › peer-review

87 Scopus citations

Abstract

Biosurfactants made by fermentation from renewable resources provide "environmental friendly" processes and products. A natural sophorolipid mixture was produced by the yeast Candida bombicola when cultured on glucose and oleic acid. The sophorolipid mixture was chemically modified to form the corresponding sophorolipid alkyl (methyl, ethyl, propyl, and butyl) esters by reaction with the corresponding sodium alkoxides. Interfacial properties of these surfactants, such as surface tension reduction, aggregation, and adsorption, were systematically studied. It was found that the critical micelle concentration of sophorolipid esters decreases to about 1/2 per additional one CH₂ group to the alkyl ester moiety. Interestingly, these surfactants were found to adsorb strongly on alumina but weakly on silica. They have properties that make them attractive candidates for uses in detergents, cosmetics, soil remediation, and enhanced oil recovery.

Original language	English (US)
Pages (from-to)	75-82
Number of pages	8
Journal	Colloids and Surfaces A: Physicochemical and Engineering Aspects
Volume	240
Issue number	1-3
DOIs	https://doi.org/10.1016/j.colsurfa.2004.02.016
State	Published - Jun 15 2004

Funding

The authors would like to acknowledge the financial support of this work by the NSF Industry/University Cooperative Research Center for Advanced Studies on Novel Surfactants at Columbia University, the NSF Industry/University Cooperative Research Center for Biocatalysis and Bioprocessing of Macromolecules at the Polytechnic University, National Science Foundation (EEC-9804618), Department of Energy (DE-AC26-01BC15312) and the industrial sponsors of the I/UCRCs.

Keywords

Adsorption
Biosurfactants
Sophorolipid esters
Sophorolipids
Surface tension

ASJC Scopus subject areas

Surfaces and Interfaces
Physical and Theoretical Chemistry
Colloid and Surface Chemistry

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10.1016/j.colsurfa.2004.02.016

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abstract = "Biosurfactants made by fermentation from renewable resources provide {"}environmental friendly{"} processes and products. A natural sophorolipid mixture was produced by the yeast Candida bombicola when cultured on glucose and oleic acid. The sophorolipid mixture was chemically modified to form the corresponding sophorolipid alkyl (methyl, ethyl, propyl, and butyl) esters by reaction with the corresponding sodium alkoxides. Interfacial properties of these surfactants, such as surface tension reduction, aggregation, and adsorption, were systematically studied. It was found that the critical micelle concentration of sophorolipid esters decreases to about 1/2 per additional one CH2 group to the alkyl ester moiety. Interestingly, these surfactants were found to adsorb strongly on alumina but weakly on silica. They have properties that make them attractive candidates for uses in detergents, cosmetics, soil remediation, and enhanced oil recovery.",

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author = "Lei Zhang and P. Somasundaran and Singh, {Sanjay K.} and Felse, {Arthur P.} and Richard Gross",

note = "Funding Information: The authors would like to acknowledge the financial support of this work by the NSF Industry/University Cooperative Research Center for Advanced Studies on Novel Surfactants at Columbia University, the NSF Industry/University Cooperative Research Center for Biocatalysis and Bioprocessing of Macromolecules at the Polytechnic University, National Science Foundation (EEC-9804618), Department of Energy (DE-AC26-01BC15312) and the industrial sponsors of the I/UCRCs. ",

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AU - Somasundaran, P.

AU - Singh, Sanjay K.

AU - Felse, Arthur P.

AU - Gross, Richard

N1 - Funding Information: The authors would like to acknowledge the financial support of this work by the NSF Industry/University Cooperative Research Center for Advanced Studies on Novel Surfactants at Columbia University, the NSF Industry/University Cooperative Research Center for Biocatalysis and Bioprocessing of Macromolecules at the Polytechnic University, National Science Foundation (EEC-9804618), Department of Energy (DE-AC26-01BC15312) and the industrial sponsors of the I/UCRCs.

PY - 2004/6/15

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N2 - Biosurfactants made by fermentation from renewable resources provide "environmental friendly" processes and products. A natural sophorolipid mixture was produced by the yeast Candida bombicola when cultured on glucose and oleic acid. The sophorolipid mixture was chemically modified to form the corresponding sophorolipid alkyl (methyl, ethyl, propyl, and butyl) esters by reaction with the corresponding sodium alkoxides. Interfacial properties of these surfactants, such as surface tension reduction, aggregation, and adsorption, were systematically studied. It was found that the critical micelle concentration of sophorolipid esters decreases to about 1/2 per additional one CH2 group to the alkyl ester moiety. Interestingly, these surfactants were found to adsorb strongly on alumina but weakly on silica. They have properties that make them attractive candidates for uses in detergents, cosmetics, soil remediation, and enhanced oil recovery.

AB - Biosurfactants made by fermentation from renewable resources provide "environmental friendly" processes and products. A natural sophorolipid mixture was produced by the yeast Candida bombicola when cultured on glucose and oleic acid. The sophorolipid mixture was chemically modified to form the corresponding sophorolipid alkyl (methyl, ethyl, propyl, and butyl) esters by reaction with the corresponding sodium alkoxides. Interfacial properties of these surfactants, such as surface tension reduction, aggregation, and adsorption, were systematically studied. It was found that the critical micelle concentration of sophorolipid esters decreases to about 1/2 per additional one CH2 group to the alkyl ester moiety. Interestingly, these surfactants were found to adsorb strongly on alumina but weakly on silica. They have properties that make them attractive candidates for uses in detergents, cosmetics, soil remediation, and enhanced oil recovery.

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KW - Surface tension

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Synthesis and interfacial properties of sophorolipid derivatives

Abstract

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Keywords

ASJC Scopus subject areas

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